A short sail from Tortola and St. Thomas, Jost Van Dyke is a getaway among Caribbean getaways a charming destination for Caribbean sailing charters. The five-square-mile island shares a common topography with the other Virgin Islands: rich green hillsides that cascade toward perfect white beaches. But Jost Van Dyke (YOST van dike) possesses a character of its own, thanks to the thousands of sailors who visit every year and the influence of one world-famous islander. Named after an early Dutch settler (some say pirate), Jost Van Dyke was a sleepy island community well into the 1960s. Islanders fished, farmed, and travelled to nearby islands for work.
But then, in 1968, a young Philiciano “Foxy” Callwood changed things when he started selling drinks and food from a beach shack at Great Harbour. It turned out that Foxy had a serious knack for hospitality. As his reputation as an easygoing entertainer and gracious host grew, so did the number of sailors putting Jost Van Dyke in their sights. Today, Foxy’s is still the best-known thing on Jost Van Dyke but is by no means the only reason to come here. Watering holes in Great Harbour, Little Harbour, White Bay, and the East End cater to the yachting crowd. If you are happiest with a drink in your hand and the sand beneath your feet, you can’t do much better than Jost Van Dyke.